反应详情

After boron trichloride (1.0N methylene chloride solution 2.0 ml, 2.0 mmol) was added to a solution of methyl (4′-methoxy-1,1′-biphenyl-4-yl)acetate (210 mg, 0.82 mmol) obtained in Example (6-1) and tetra-n-butyl ammonium iodide (393 mg, 1.1 mmol) in methylene chloride (5 ml) at −78° C., the temperature of the mixture was raised to room temperature and then the mixture was stirred for 1 hour. After ice was added to the reaction mixture and the mixture was extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1) to give methyl (4′-hydroxy-1,1′-biphenyl-4-yl)acetate (155 mg, yield: 78%).

1. additionAfter ice was added to the reaction mixture
2. extractionthe mixture was extracted with ethyl acetate
3. washthe organic layer was successively washed with water
4. dry with materiala saturated aqueous NaCl solution and dried with anhydrous sodium sulfate
5. customThe residue obtained
6. customby removing the solvent under reduced pressure
7. customwas purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=1/1)